40359-32-8

Basic information

• Product Name: 3-(ALLYLOXY)BENZALDEHYDE
• Synonyms: 3-(allyloxy)benzaldehyde(SALTDATA: FREE);3-(2-Propenyloxy)benzaldehyde;3-(Prop-2-enoxy)benzaldehyde
• CAS NO: 40359-32-8
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Mol File: 40359-32-8.mol
• Article Data: 42

Chemical Properties

• Melting Point: 131-132℃
• Boiling Point: 131-134℃ (13 Torr)
• Flash Point: 121.2 °C
• Appearance: /
• Density: 1.058 g/cm³
• Vapor Pressure: 0.00587mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-(ALLYLOXY)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(ALLYLOXY)BENZALDEHYDE(40359-32-8)
• EPA Substance Registry System: 3-(ALLYLOXY)BENZALDEHYDE(40359-32-8)

Safety Data

• Hazardous Substances Data: 40359-32-8(Hazardous Substances Data)

Usage

General Description

3-(Allyloxy)benzaldehyde is a chemical compound that is used in the production of various fragrances and flavors. It is often found in perfumes, soaps, and other personal care products, as well as in food and beverage flavorings. The compound has a sweet, floral odor and is commonly used as a flavoring agent in the food industry. Additionally, 3-(allyloxy)benzaldehyde has been found to have potential antibacterial properties, making it a possible candidate for use in medical and pharmaceutical products. Due to its versatile uses and pleasant aroma, this compound is widely utilized in commercial and industrial applications.

InChI:InChI=1/C10H10O2/c1-2-6-12-10-5-3-4-9(7-10)8-11/h2-5,7-8H,1,6H2

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 106-95-6 allyl bromide 
• 107-18-6 allyl alcohol 
• 107-05-1 3-chloroprop-1-ene 
• 34905-07-2 3-(2-propenyloxy)benzyl alcohol 
• 83230-73-3 3-allyloxy-benzoyl chloride 
• 103203-83-4 3-(allyloxy)benzoic acid 
• 66921-90-2 (E)-3-(prop-1-en-1-yl)phenol 
• 591-20-8 3-Bromophenol 
• 1369494-77-8 (E)-1-allyloxy-3-(prop-1-en-1-yl)benzene 
• 1369494-72-3 1-(allyloxy)-3-vinylbenzene 
• 5651-87-6 3-(propargyloxy)benzaldehyde 
• 38697-17-5 sodium salt of meta-hydroxybenzaldehyde 

Downstream Products

• 34905-07-2 3-(2-propenyloxy)benzyl alcohol 
• 383424-00-8 S-(3-(3-formylphenoxy)propyl) ethanethioate 
• 777079-77-3 2,4-diallyl-3-hydroxybenzaldehyde 
• 864148-09-4 (3-allyloxy-benzylidene)-(4-methoxy-benzyl)-amine 
• 371754-67-5 (3-allyloxy-benzylidene)-benzyl-amine 
• 1369494-72-3 1-(allyloxy)-3-vinylbenzene 
• 1369494-81-4 (Z)-1-allyloxy-3-(prop-1-en-1-yl)benzene 
• 1369494-77-8 (E)-1-allyloxy-3-(prop-1-en-1-yl)benzene 
• 90806-58-9 5-methoxyisoquinoline 
• 1378359-97-7 4-allyl-3-methoxybenzaldehyde 
• 94956-98-6 2-allyl-3-methoxybenzaldehyde 

Relevant articles and documents

Synthesis of treprostinil: Key claisen rearrangement and catalytic pauson-khand reactions in continuous flow

A new synthesis of treprostinil is described using a plug flow reactor in two of the key steps. First, a Claisen rearrangement reaction is described in scaled flow at multigram amounts. Yields and selectivity of this step are sharply improved compared to those from previous syntheses. Second, the key Pauson-Khand reaction in flow is described under catalytic conditions with 5 mol% of cobalt carbonyl and only 3 equiv. of CO. Scaling up of this reaction safely ensures a good yield of an advanced intermediate which is transformed into treprostinil in three steps. Other improvements are the introduction of the carboxymethyl chain into the phenol from the beginning to reduce the protection-deprotection steps. The synthesis is completed in 14% global yield after 12 linear steps from (S)-epichlorhydrin.

Turn on chemiluminescence-based probes for monitoring tyrosinase activity in conjunction with biological thiols

We report a chemiluminescent probe (CLPT1) that permits the paired detection of tyrosinase (Tyr) and biological thiols. Tyr only leads to a poor chemiluminescence response, a finding ascribed to the formation of a stableo-benzoquinone intermediate. The addition of glutathione (GSH), or ascorbate to theo-benzoquinone intermediate results in thiol conjugation or reduction to this intermediate, respectively. This produces a strong chemiluminescence response. Thiol co-dependence was demonstrated in live cells using the cell permeable analogue,CLPT3. The present chemiluminescence-based strategy allows the concurrent detection of tyrosinase activity and biological thiols.

Ancillary ligands switch the activity of Ru–NHC-based oxidation precatalysts

Herein we demonstrate how the inner-sphere coordinating ligands switch the activity of Ru–NHC-based oxidation precatalysts in the oxidative conversion of olefins to carbonyl compounds, with the help of a series of systematically varied imidazolydene-NHC (Im-NHC) and triazolydene-NHC (Tz-NHC)-based ruthenium(II)-complexes. It is shown that the catalytic activity of the para-cymene-containing precatalysts varies in the order of [(Tz-NHC)Ru(para-cymene)Cl]+ > [(Im-NHC)Ru(para-cymene)Cl]+, while the order of activity of the MeCN-containing precatalysts is found to be reversed, i.e., [(Im-NHC)Ru(MeCN)4]2+ > [(Tz-NHC)Ru(MeCN)4]2+. Along with the electronic influence of the NHC ligands, the effect of the lability of the para-cymene and MeCN ligands, and the overall charge of the complexes might be attributed toward such a switching of catalytic activity. This finding led to develop a new precatalyst with improved activity which was further utilized in selective oxidation of a series of styrene substrates containing other oxidation-sensitive functionalities.